Great Diamond Island Holidays

Photo by Robbie Martin
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Top hotels in Great Diamond Island

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 29 Oct to 30 Oct
S$111
per night
29 Oct - 30 Oct
8.4/10 Very Good! (2,135 reviews)
"Friendly staff. Seemed a little pressured because of full capacity nature of the hotel at the time."

Reviewed on 25 Sep,2024

Casco Bay Hotel, Ascend Hotel Collection
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 27 Oct to 28 Oct
S$140
per night
27 Oct - 28 Oct
7.6/10 Good! (1,022 reviews)
"Enjoyed my stay here. Staff is very helpful and friendly. The location is very convenient."

Reviewed on 25 Sep,2024

Ramada Plaza by Wyndham Portland
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is S$370 per night from 27 Oct to 28 Oct
S$370
per night
27 Oct - 28 Oct
9/10 Wonderful! (1,347 reviews)
"Very comfortable and large rooms. Staff were all very friendly Location - in the centre of the old town of Portland is perfect as is access to the wonderful restaurants nearby."

Reviewed on 23 Sep,2024

Portland Harbor Hotel
See all 2,188 properties in Great Diamond Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Great Diamond Island holiday package cost?
Less than you might think — from just , as a matter of fact! By combining hotels, flights and car rentals into your own custom-built travel package, your getaway to Great Diamond Island is just clicks away.
How do I get a cheap travel package to Great Diamond Island?
Bundle your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a Great Diamond Island holiday package. You won’t just walk away with awesome discounts on your adventure — you’ll have loads of choice at your fingertips too. When you book with Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 hotels worldwide. Your dream holiday starts right here, right now!
How far in advance should I book my Great Diamond Island holiday?
Smart travellers often book as early as possible. You can usually look up international airfares on Expedia up to 12 months before your flight. If you’ve left booking to the last minute, don’t despair. Bargain prices sometimes appear just weeks prior to departure.
What does an Expedia Great Diamond Island travel package include?
Hotels, flights and rental cars, or any combination of them — it’s totally up to you. Whether you’re venturing to Great Diamond Island with the kids or adventuring solo, there’s a package to suit your budget and style. Once you’ve made your booking, why not add on some tours or activities?
What should I know before booking a Great Diamond Island travel package?
When you book your hotels, flights and car rentals together, you’ll score awesome discounts. Whether you’re organising a rural escape in a cottage or would rather stay in a fancy hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Great Diamond Island Expedia holiday package?
You sure can. We have more than 550 partner airlines around the world, so opt for the carrier that fits your needs.
If I'm not able to travel, can I cancel my Great Diamond Island holiday package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Great Diamond Island holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Popular places to visit

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State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
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Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
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Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion

What to do in Great Diamond Island

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Harbor Lights and Sights Cruise

S$62
Per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
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Discover Portland City and Lighthouse Tour

S$66
Per adult
96% of travellers recommend
Discover Portland City and Lighthouse Tour
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Lighthouse Lovers Cruise in Portland

S$51
Per adult
100% of travellers recommend
Lighthouse Lovers Cruise in Portland
See all activities in Great Diamond Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.